Skip to navigationSkip to main contentSkip to footer
Zumper

Pet Friendly Houses for Rent in Highlands, Winter Springs, FL

25 rentals

647 Redwood Dr - Photo 1 of 1

2h ago

Our team has verified this company

Verified

647 Redwood Dr, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$1,995

House for rent

Available Nov 21

472 Winding Oak Ln - Photo 1 of 1

15h ago

Our team has verified this company

Verified

472 Winding Oak Ln Longwood, FL 32750

472 Winding Oak Ln, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$1,899

$1,745

Price drop

House for rent

Available Jun 30

640 Macduff Ln - Photo 1 of 1

19h ago

Pet Friendly Highlands townhouse for rent in Winter Springs

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2 baths

$2,599

House for rent

Available Sep 15

Top amenities
In-Unit Laundry
429 Sheoah Blvd #12 - Photo 1 of 1

2d ago

Pet Friendly Highlands house for rent in Winter Springs

429 Sheoah Blvd #12, Winter Springs, FL 32708

Dogs and cats ok | Swimming pool

3 beds

2 baths

$2,100

$1,875

Price drop

House for rent

1834 Raspberry Cane Ct - Photo 1 of 1

2d ago

Pet Friendly townhouse for rent in Longwood

1834 Raspberry Cane Ct, Longwood, FL 32750

Dogs and cats ok | Garage parking | Swimming pool

3 beds

2 baths

$2,195

House for rent

Available Sep 10

Top amenities
Concierge Service
On-Site Management
341 Goldstone Pl - Photo 1 of 1

2d ago

Pet Friendly house for rent in Lake Mary

341 Goldstone Pl, Lake Mary, FL 32746

Dogs and cats ok | Dishwasher | Microwave

3 beds

2 baths

$2,350

House for rent

Nearby rental good for eco-living

$2,195

Lake Mary

Nearby rental good for pet owners

$1,555

North Orlando

Nearby rental good for social life

$2,075

Winter Springs

184 Norris Pl - Photo 1 of 1

3d ago

Pet Friendly house for rent in Casselberry

Dogs and cats ok | Outdoor space | Storage

4 beds

3 baths

$3,799

House for rent

Available Sep 15

Top amenities
Garage Parking
109 Lisa Loop - Photo 1 of 1

3d ago

Our team has verified this company

Verified

109 Lisa Loop Winter Springs, FL 32708

109 Lisa Loop, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

4 beds

3 baths

$2,945

$2,825

Price drop

House for rent

Available Aug 8

Top amenities
Garage Parking
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
213 Sweetgum Ct - Photo 1 of 1

3d ago

Our team has verified this company

Verified

213 Sweetgum Ct Winter Springs, FL 32708

213 Sweetgum Ct, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,075

House for rent

Available Sep 10

700 Columbus Way #NA - Photo 1 of 1

4d ago

Pet Friendly house for rent in Longwood

700 Columbus Way #NA, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,750

House for rent

Available Sep 8

Top amenities
Air Conditioning
Assigned Parking
Hardwood Floor
In-Unit Laundry
Advertisement

Find sweet deals near Highlands

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,875

Highlands

$1,995

Winter Springs

$1,555

North Orlando

$1,995

Winter Springs

209 Sweetgum Court - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

209 Sweetgum Court, Winter Springs, FL 32708

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2 baths

$1,555

House for rent

Available Sep 14

Top amenities
Carpet
Hardwood Floor
High Ceilings
In-Unit Laundry
Storage
Wheelchair Accessible
309 San Gabriel St - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Springs

Updated & Upgraded 3 Bed, 2 Bath, Community Pool!

309 San Gabriel St, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2 baths

$1,995

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
1586 Grand Rue Dr - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly townhouse for rent in Casselberry

1586 Grand Rue Dr, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,350

House for rent

Available Sep 7

Top amenities
Carpet
Garage Parking
On-Site Management
2272 Grand Tree Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Dogs and cats ok

3 beds

2 baths

$3,320

$2,305

Price drop

House for rent

Available Oct 1

754 Bistline Ave - Photo 1 of 1
Rent special

5d+ ago

Pet Friendly house for rent in Longwood

3 Bedroom Pet-Friendly Home in LONGWOOD, FL with Main Street Renewal

754 Bistline Ave, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$2,240

House for rent

1603 Grand Rue Dr - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Casselberry

1603 Grand Rue Dr, Casselberry, FL 32707

Dogs and cats ok | Garage parking | Dishwasher

3 beds

2 baths

$2,450

$2,350

Price drop

House for rent

633 Alton Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

633 Alton Rd Winter Springs, FL 32708

633 Alton Rd, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,299

$2,175

Price drop

House for rent

Available Aug 29

243 Acorn Dr - Photo 1 of 1
Rent special

5d+ ago

Pet Friendly house for rent in Longwood

3 Bedroom Pet-Friendly Home in Longwood, FL with Main Street Renewal

243 Acorn Dr, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$2,060

House for rent

Advertisement
520 Georgia Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

520 Georgia Ave, Longwood, FL 32750

Dogs and cats ok | Swimming pool | On-site management

4 beds

2 baths

$1,920

$1,785

Price drop

House for rent

Top amenities
On-Site Management
1991 E Lake Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Casselberry

Dogs and cats ok | Dishwasher

4 beds

2 baths

$2,100

House for rent

832 Mattocks Ct - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Casselberry

832 Mattocks Ct, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | On-site management

3 beds

2 baths

$2,599

House for rent

Available Aug 25

Top amenities
On-Site Management
403 Cidermill Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

403 Cidermill Pl Lake Mary, FL 32746

403 Cidermill Pl, Lake Mary, FL 32746

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,325

$2,190

Price drop

House for rent

Available Sep 10

Top amenities
Fireplace
705 Woodlawn Dr - Photo 1 of 1
Rent special

5d+ ago

Pet Friendly house for rent in Winter Springs

3 Bedroom Pet-Friendly Home in Winter Springs, FL with Main Street Renewal

705 Woodlawn Dr, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$2,175

$2,075

Price drop

House for rent

1005 Park Dr - Photo 1 of 1
Rent special

5d+ ago

Pet Friendly house for rent in Casselberry

4 Bedroom Pet-Friendly Home in Casselberry, FL with Main Street Renewal

1005 Park Dr, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Storage

4 beds

2 baths

$2,540

$2,440

Price drop

House for rent

135 Cortez Ct - Photo 1 of 1

5d+ ago

Pet Friendly North Orlando house for rent in Winter Springs

135 Cortez Ct, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$1,970

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Springs > Highlands > Highlands Pet friendly Houses For Rent
Updated: September 19, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Springs, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover houses for rent in Highlands, Winter Springs, FL

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal209 Sweetgum Court
⭐Popular amenities, ,
🏠With photos